2025-2026 Early Career Heads Workshop Series & Cohort

Welcome to the SAIS Early Career Heads Workshop Series & Cohort. This 8-month series is tailored specifically for early career independent school heads. Stepping into a leadership role is both an exciting and challenging endeavor. We want to support you through this pivotal transition, providing insights, strategies, and a supportive community as you navigate your early leadership journey. 

Facilitated by Dr. Brett Jacoben, SAIS President, each monthly session will be anchored in a timely leadership challenge aligned with your stage of the journey—whether it’s setting direction, building trust, managing change, or sustaining momentum. Thoughtful reflection will be woven into each meeting, creating space for shared learning and personal insight. From time to time, experienced heads and field experts will join us to offer perspective, advice, and practical tools to help you lead with clarity and confidence.

All SAIS heads in their first three years are included in the cohort for early career heads. Pre-registration is not required. For all virtual sessions, the Zoom access link will be emailed prior to each session. Times listed are in the Eastern time zone. 

June 18-June 20
Sarasota, FL
in-person
Stepping into the role of head of school is a pivotal and exciting moment in your leadership journey. Join us for a transformative three-day workshop designed for early career heads of independent schools.
Presenters: Dr. Brett Jacobsen, President, SAIS, and Derrick Willard, Head of School, Ravenscroft
July 30
4:30-5:30 PM EDT virtual session
Presenter: Dr. Brett Jacobsen, President, SAIS
September 3
4:30-5:30 PM EDT virtual session
Presenter: Dr. Brett Jacobsen, President, SAIS
October 8
4:30-5:30 PM EDT
virtual session
Presenter: Dr. Brett Jacobsen, President, SAIS
January 21
4:30-5:30 PM EST
virtual session
Presenter: Dr. Brett Jacobsen, President, SAIS
February 19
4:30-5:30 PM EST
virtual session
Presenter: Dr. Brett Jacobsen, President, SAIS
April 8
4:30-5:30 PM EDT
virtual session
Presenter: Dr. Brett Jacobsen, President, SAIS
May 6
4:30-5:30 PM EDT
virtual session
Presenter: Dr. Brett Jacobsen, President, SAIS

In addition to the early career heads workshop series, SAIS provides a variety of in-person and virtual opportunities to add value to you, your team, and your school community.

  • Signals: SAIS monthly newsletter designed to equip you and empower you with timely information to generate new ideas, design strategy, and support purpose-driven plans
  • Research & Resources: monthly digest curating a selection of the latest research findings, innovative practices, and valuable resources
  • Head of School Roundtables: monthly virtual gathering of SAIS heads to discuss important topics heads are navigating
  • SAIS Annual Conference: annual gathering of independent school leaders to learn, network, and grow (Note: First-year heads get complimentary registration. Contact learn@sais.org for promo code.)
  • Webinars: monthly virtual presentations from experts in brand & communication, leadership & governance, community & connection, and teaching & learning
  • Institute for Heads: annual heads retreat to nurture, energize, and restore